I'd go with the Handsome Devil. First, because buying from a shop that you like is worth $70 IMO. Second, while it seems functionally similar to the Cross Check, I like the geometry of the Devil much better. The Cross Check has a relatively long top tube and a ridiculously short head tube. The Devil "corrects" these and has longer chain stays, which is good for commuting.

Edit: I should mention that I have a Cross Check. I'd trade it for a Devil.